The Masters Real Estate Search

The Masters Properties for Sale

The Masters at Kaanapali Hillside is a picturesque, gated community that sprawls across 42 acres in Lahaina. Established in 1991, The Masters holds some of Kaanapali’s most notable and desirable real estate, as the community does not permit vacation rentals, and residents must own and occupy. Along with that unique form of privacy, The Masters also features amenities like two swimming pools, four tennis courts, and a location just minutes from Kaanapali Beach.

The Master real estate at Kaanapali presents homebuyers with a curated selection of properties from which to choose, encompassing the top of Kaanapali Royals Golf Course. The community is comprised of under 200 luxury condos that showcase maple, granite, and bamboo details. The Masters golf condos in Kaanapali are discoverable with between one and three contemporary layouts and unquantifiable commodities like tranquility and privacy. If you are interested in purchasing one of The Masters condos for sale in Kaanapali, please contact us today.

Our website features the best The Masters real estate search for homes, condo, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the The Masters real estate market? Sign up for a  The Masters Real Estate Market Report to see what’s active, under contract, and sold!

Newest The Masters Properties for Sale

44 N Honokala Rd, Haiku
$1,285,000
3 Beds ⋅ 2 Baths ⋅ 411177 MLS ⋅ ACTIVE Status
Discover the relaxed tropical lifestyle of Haiku in this charming three-bedroom, two-bath plantation-style home set on an expansive 25,814 sq. ft. non-CPR lot. Surrounded by lush greenery and mature fruit trees, including guava, mango, lilikoi, passion fruit, avocado, lime and more, the property offers privacy, space and a beautiful connection to nature. Enjoy the pleasure of gathering fresh fruit right from your own property, with room to garden, explore or simply savor the peaceful surroundings. Thoughtful improvements include a newer roof, updated interiors, new flooring and stainless steel appliances. Approximately 1,144 sq. ft. of interior living space opens to an oversized deck, creating an inviting indoor-outdoor setting with room for dining, entertaining or simply enjoying the peaceful tropical surroundings. The expansive deck serves as a natural extension of the home, offering ample space for outdoor living, morning coffee, afternoon gatherings and relaxed evenings surrounded by Haiku's lush landscape. With generous land, a spacious deck and the quintessential charm of Haiku, this property offers a wonderful opportunity to enjoy Maui's North Shore lifestyle. Conveniently located near Haiku town, Twin Falls and local shops and dining, it combines the tranquility of a tropical setting with easy access to the area's favorite destinations. A special opportunity to enjoy the space, natural beauty and laid-back character that make Haiku so appealing.

44 N Honokala Rd, Haiku

Listing courtesy of Engel & Volkers Maui.

4955 Makena Rd Unit D302, Kihei
$3,599,000
4 Beds ⋅ 4 Baths ⋅ 411173 MLS ⋅ ACTIVE Status ⋅ Na Hale O Makena BLDG.
EXCEPTIONAL LUXURY, EXTRAORDINARY VIEWS, AND ROOM FOR EVERYONE! Welcome to Na Hale O Makena D302, a beautifully appointed, expansive 4-bedroom, 3.5-bath luxury condominium offering the space, comfort, and privacy of a gracious island residence, complemented by some of South Maui's most breathtaking ocean views. Imagine gathering family and friends for unforgettable Maui experiences, with generous accommodations that can comfortably host a large group. Whether you're looking for an extraordinary family vacation home, a multigenerational island retreat, or a private corporate getaway, D302 offers the flexibility and spaciousness to bring everyone together without sacrificing personal space. The magnificent ocean panorama takes center stage, with unobstructed views of Molokini, Kaho?olawe, spectacular year-round sunsets, and seasonal whale watching. From the rear bedroom, enjoy a peaceful view of majestic Haleakala. These are the views people dream of when they imagine owning a home in Maui. Inside, you'll discover elegant marble tile flooring, granite countertops, a beautifully designed Snaidero kitchen with premium Gaggenau and Bosch appliances, and thoughtfully furnished living spaces. An additional upstairs living area provides a wonderful second gathering space, ideal for entertaining, relaxing, or simply giving everyone room to spread out. Offered fully furnished, this residence is ready for you to begin enjoying the Maui lifestyle. Set on approximately six beautifully maintained acres with just 40 exclusive residences, Na Hale O Makena offers an intimate, private setting rarely found in condominium living. Residents enjoy a swimming pool, spa, fitness center, and the peace of mind that comes with a gated community. Vacation rentals are prohibited, helping preserve the residential atmosphere and tranquility that make this property so special. Located just minutes south of Wailea's championship golf courses, world-class resorts, fine dining, luxury shopping, and spectacular beaches, you'll enjoy convenient access to South Maui's finest amenities while returning home to the quiet beauty of Makena. More than a luxury condominium, D302 is a place to bring generations together, create lasting memories, and experience the very best of Maui. With its extraordinary views, generous living spaces, elegant appointments, and exclusive setting, this is a rare opportunity to own a truly exceptional Makena retreat. Welcome home to Na Hale O Makena D302.

4955 Makena Rd Unit D302, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2481 Kaanapali Pkwy Unit 620V, Lahaina
$48,950
1 Beds ⋅ 1 Baths ⋅ 411168 MLS ⋅ ACTIVE Status ⋅ Whaler I BLDG.
WTIO 620V - Sixth floor Location with terrific ocean views towards the island of Molokai. This 1 bedroom, 1 bath Whaler Time Interval unit is located on the North side of Tower I. The condo offers hardwood cabinetry, fully stocked kitchen for easy meal preparation, granite counter tops, stainless steel appliances, full set of linens and towels and a remodeled bathroom. Enjoy Halloween festivities on Maui during this interval from October 18 to November 1 every year. The annual maintenance fees offer ease of payment with a portion billed in February and the balance due around October. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The Whaler on Kaanapali Beach boasts amenities that include an ocean view pool along the famed Kaanapali Beach boardwalk, sauna, newly upgraded workout facility, underground parking, two tennis courts, and a business hub center. Beachside BBQs, on-site concierge services, and beach activity kiosk are some of the highlights offered on property. Enjoy the center courtyard and tropical landscaping and Koi fish pond. Situated in the heart of Kaanapali Beach, The Whaler is a short distance away from famed Black Rock and world class shopping and dining, as well as championship golf courses. The Whaler is a Hotel Zoned property per County records.

2481 Kaanapali Pkwy Unit 620V, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

23 Pualei Dr Unit 23-2, Lahaina
$1,095,000
2 Beds ⋅ 2 Baths ⋅ 411167 MLS ⋅ ACTIVE Status ⋅ Puamana BLDG.
Discover the opportunity to build your own Maui retreat in Puamana, a gated 30-acre oceanfront community known for its lush tropical grounds and relaxed island lifestyle. Tucked away in a quiet garden setting near the mountain pool, tennis and pickleball courts, this homesite enjoys a peaceful location with easy access to Puamana's many amenities. The sellers have received their building permit, pending completion of the required archaeological assessment, for a 1,701 sq. ft., two-bedroom, two-bath residence. The thoughtfully designed two-story floor plan offers spacious open living areas, inviting lanais, and a second-floor primary suite with its own private outdoor space. A significant advantage for the new owner is that the purchase price includes construction of the foundation and exterior shell by the Puamana Association. Once completed, the buyer can finish the interior from the studs in, choosing the materials, finishes, and furnishings that make the home their own. Spend your days enjoying Puamana's oceanfront pool, swimming, surfing, tennis, pickleball, or simply relaxing beneath the swaying palms. With three surf breaks, a seasonal sandy shoreline, and the beaches, golf courses, restaurants, and shopping of Kaanapali and Kapalua nearby, this is an opportunity to enjoy the best of West Maui. Puamana's residential resort zoning also provides potential flexibility for personal use or rental opportunities.

23 Pualei Dr Unit 23-2, Lahaina

Listing courtesy of Mark A Marchello Inc.

417 Liholiho St Unit A, Wailuku
$679,000
411162 MLS ⋅ ACTIVE Status
For the very first time, this newly created terraced lot — once part of a beloved family estate — is being offered to the public, opening the door to an extraordinary piece of Maui’s heart and history. Nestled in one of Central Maui’s most peaceful and desirable neighborhoods, this 10,001 sq. ft. property captures the island’s most inspiring views: glowing Haleakala sunrises, the deep greens of the mountains, sparkling ocean horizons, and the soft golden hues of Iao Valley at sunset. Gently terraced, the land unfolds in graceful layers, creating natural spaces for a home that blends beautifully with its surroundings. Zoned R-3, it allows for a main residence plus up to two accessory dwellings (ADUs) — perfect for building a multi-generational retreat, hosting loved ones, or creating a welcoming guest cottage. Water meter is in place and survey recently completed. Surrounded by tropical greenery and cooled by gentle breezes, the property offers privacy and tranquility while remaining close to everything that makes Maui living easy — excellent schools, the hospital, the Maui Arts & Cultural Center, shopping, dining, Keopuolani Regional Park, and sandy beaches known for swimming and windsurfing. The airport is just 15 minutes away, keeping the rest of the island conveniently within reach. With no HOA and a story that began generations ago, this special parcel invites you to create a home that honors the spirit of place — a new beginning on land with deep roots and endless possibilities.

417 Liholiho St Unit A, Wailuku

Listing courtesy of Hawaii Life (W).

2085 Kahekili Hwy, Wailuku
$2,627,534
411161 MLS ⋅ ACTIVE Status
RARE WAIHE'E OPPORTUNITY | 2.32 ACRES | INTERIM ZONING An exceptional opportunity for the visionary buyer! Offering approximately 2.32 acres of land {101,059.2 sq ft.) with Interim zoning, this property presents exciting possibilities for those looking to maximize its potential. Priced at approximately $26 per square foot, the property offers an opportunity to explore multiple residential options. Under interim zoning, which generally allows one single-family dwelling per 6,000 square feet of land, subject to Maui County requirements, approvals, and verification. An important consideration is that Interim zoning evaluates the entire parcel rather than recognizing CPR divisions for zoning density purposes, potentially creating additional opportunities for a buyer with the right vision. The property currently has one 5/8-inch water meter, overhead electrical service, and a cesspool. An existing dilapidated residence is considered to have no contributory value, with demolition and removal to be the buyer's responsibility. Portions of the property are located within Flood Zones X, AE, and AEF. The property is reportedly outside the Special Management Area (SMA). The true value lies in the land, its zoning, and the possibilities for its highest and best use. Whether considering a residential project, long-term land investment, or other permitted uses, this property offers an opportunity worth exploring. Seller's are related to one of the listing agents.

2085 Kahekili Hwy, Wailuku

Listing courtesy of Coldwell Banker Island Prop(Ka).

3543 Lower Honoapiilani Rd Unit B107, Lahaina
$439,000
1 Baths ⋅ 411152 MLS ⋅ ACTIVE Status ⋅ Papakea Resort I Ii BLDG.
Open the door and you are immediately saying "Wow!" This adorable studio has been updated beautifully this year. Ocean view from both inside and out, across from one of the two pools and hot tubs. The beautifully maintained grounds of Papakea feature two swimming pools, hot tubs, putting greens, and tranquil zen-style water features complete with an Asian-inspired bridge. and fragrant water lillies. Ample open parking is available for owners and guests.Papakea is ideally located in Honokowai, just a short stroll to grocery stores, local shops, food trucks, and a variety of popular restaurants. Enjoy the convenience of walkable island living paired with resort-style amenities.Relax to the sounds of live music from nearby establishments and indulge in the many dining options just across the street. And don’t miss the nearby Best Of favorite—Poppi’s famous cinnamon rolls are so close, you can almost smell them baking. Important Notes: Sellers reserve the right to do an IRS 1031 tax deferred exchange with the proceeds at no cost or liability to the Buyer. Zoned A-2 and currently included on the Minatoya List, with a potential phase-out of short-term vacation rentals effective January 1, 2029. OR rezoning under Ord 6008, however nothing has been determined as yet. Sellers will continue to rent on a short term basis. Pool photos are from Lana'i pool area as Moloka'i pool is under renovation. The set up is the same. Owners are licensed brokers in California.

3543 Lower Honoapiilani Rd Unit B107, Lahaina

Listing courtesy of La Costa Realty Hawai'i LLC.

453 Alio St, Lahaina
$850,000
411143 MLS ⋅ ACTIVE Status
Exceptional Shovel-Ready Opportunity in the Heart of Lahaina Town! Discover an exceptional opportunity to build in one of Maui’s most desirable coastal communities. Ideally situated in the heart of historic Lahaina Town, just a short stroll from the sandy shores of Shark Pit Beach, this 7,601-square-foot vacant parcel offers an outstanding combination of location, development potential, and long-term investment value. Shovel-ready with architectural plans and designs already in place and architectural fees paid, this property provides a significant head start for buyers looking to build their dream residence, create a multigenerational family compound, or develop an income-producing property. The substantial time, planning, and financial investment already committed to the architectural design process offer added value and convenience for the next owner. The property’s R-2 residential zoning and generous lot size offer the potential for a primary residence plus two detached ?ohana units (ADUs), providing exceptional flexibility for extended family living, long-term rental income, or a combination of personal use and investment. Buyers should independently verify all development possibilities, permitting requirements, and applicable County of Maui regulations. Enjoy the quintessential West Maui lifestyle with Shark Pit Beach just moments away, offering easy access to swimming, surfing, spectacular sunsets, and the natural beauty of Maui’s coastline. The property’s desirable location also provides convenient access to the beaches, outdoor recreation, and amenities of West Maui. Whether envisioned as a private coastal retreat, a multigenerational residential compound, or a strategic real estate investment, 453 Alio Street presents a compelling opportunity to create something truly special in the heart of Lahaina. With architectural planning already in place, design fees paid, and the potential for multiple residences, this property offers a rare combination of location, flexibility, and development readiness. Bring your vision to life and secure your place in one of Maui’s most treasured coastal communities. Photos and video depicting a home on the lot are AI-generated renderings for illustrative purposes only and do not represent existing improvements.

453 Alio St, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

140 Uwapo Rd Unit 21-101, Kihei
$495,000
2 Beds ⋅ 2 Baths ⋅ 411136 MLS ⋅ ACTIVE Status ⋅ Kihei Villages Ii BLDG.
Welcome to effortless North Kihei living in this rare, true ground-floor condo at Kihei Villages 21-101. Step directly from your vehicle into your home with completely stair-free access. Inside, cool tile flooring runs seamlessly throughout the entire unit, offering a low-maintenance surface ideal for easy island living. The kitchen is ready to enjoy, featuring a brand-new refrigerator and a recently updated stove, while a window A/C unit helps keep the space comfortable. Transition from indoor comfort to your private outdoor retreat, where a tiled lanai opens to a fully fenced, 160-square-foot natural grass yard, ideal for pet owners or gardening enthusiasts. Offered unfurnished, this home provides a blank canvas for your personal style. Please note that some listing photos have been virtually staged using AI to illustrate the property's potential, while others show the vacant unit as it currently appears. Additional conveniences include an in-unit washer and dryer, two dedicated nearby parking stalls, and access to community amenities, including a secure, fenced BBQ area and a rentable clubhouse featuring a brand-new kitchenette, perfect for larger gatherings. Enjoy added peace of mind with a professionally managed AOAO supported by $4,575,640 in reserve funds, according to the latest reserve study. The community follows a proactive maintenance schedule, including repainting approximately 20 units annually, and the HOA fees have decreased over the past two consecutive years. Tucked away in a quiet section of the community, this ground-floor residence offers convenient island living, private outdoor space, and appealing community amenities in a desirable North Kihei location.

140 Uwapo Rd Unit 21-101, Kihei

Listing courtesy of Compass-W.

4174 Hana Hwy Unit B, Haiku
$1,149,000
2 Beds ⋅ 1 Baths ⋅ 411119 MLS ⋅ ACTIVE Status
Discover your own private slice of paradise at 4174 Hana Hwy! Situated on 0.715 acres, this Residential CPR Unit B offers a charming 1,045 sq. ft., 2-bedroom, 1-bath cottage with beautiful ocean views, privacy, and a peaceful tropical setting. Enjoy the best of indoor-outdoor island living with lanais off both bedrooms and the main living area, creating inviting spaces to relax, entertain, and take in the ocean views and refreshing trade-winds. A standout feature of this property is the separate agricultural building, offering over 500 sq. ft. of versatile interior space, plus an approximately 300 sq. ft. covered lanai! This fantastic addition provides an abundance of possibilities for a workshop, art studio, hobby space, agricultural projects, or other permitted uses. The spacious covered lanai adds even more flexibility, creating an ideal setting for outdoor projects, creative pursuits, or simply enjoying the peaceful surroundings. The fenced property offers a wonderful sense of privacy, with room to garden, enjoy the outdoors, and embrace Maui's relaxed island lifestyle. With its ocean views, multiple lanais, generous land area, and exceptional bonus space, this unique North Shore property offers a rare combination of charm, functionality, and versatility. Additionally, you have the ability to build 500 sq.ft. to the cottage and up to an additional 2,000 sq.ft of ancillary buildings. Whether you're looking for a peaceful island retreat or a property with room to pursue your passions, this special opportunity is not to be missed!

4174 Hana Hwy Unit B, Haiku

Listing courtesy of Island Sotheby's International Realty(M).

2695 S Kihei Rd Unit 4-204, Kihei
$599,000
1 Beds ⋅ 2 Baths ⋅ 411118 MLS ⋅ ACTIVE Status ⋅ Kamaole Sands BLDG.
Exceptional Value Alert! Super cute and well kept second floor 1 Bed / 2 Bath unit across the street from Kamaole Beach Park III. Step inside to enjoy the incredible privacy with cool tile floors stretching throughout the unit and lanai. Perfect for you and your family - or guests when you are away. The large private lanai will be your sanctuary to enjoy a garden view of the impeccably kept grounds while bird watching or enjoying meals with your loved ones. Inside, the tasteful updates include nice touches in the hall bath area with subway tile in the shower and the backsplash, along with a recent vanity. The kitchen features tile countertops and clean white appliances, set off by attractive, light honey wood cabinetry. You’ll notice the tasteful art decor that lends a true Hawaiiana feel. Moving into the living area, you find an attractive glass top dining setup, then the comfortable sleeper sofa plus an entertainment center with bookshelves to set off the space. The unit offers the convenience of a stacked washer/dryer. The bedroom is comfortably furnished with king bed and includes an ensuite bath. Enjoy living on the quiet side of the complex with a convenient barbecue area and quick access to the amazing community pool. This location puts you in the best, most walkable part of South Kihei, across from Kam III and close to one beautiful world class beach after another, convenient to all the shopping and restaurants in South Maui and the Wailea Resort. In the evening, stroll across the street to beautiful Kam III Park and witness the unforgettable sunsets that will be among your most cherished forever memories. Don’t miss this excellent opportunity!

2695 S Kihei Rd Unit 4-204, Kihei

Listing courtesy of Hawaii Life (W).

370 Onioni Dr, Kaunakakai
$1,099,000
4 Beds ⋅ 4 Baths ⋅ 411117 MLS ⋅ ACTIVE Status
Stunning Panoramic Ocean Views in Kawela Plantation! Experience island living at its finest in this meticulously crafted 4-bedroom, 3-bathroom home offering approximately 3,000 square feet of living space, a spacious three-car garage, and two acres of beautifully maintained land in the desirable Kawela Plantation community. Perched above the coastline, this exceptional property captures breathtaking panoramic views stretching from Maui to Lanai and across West Molokai, with spectacular sunsets, seasonal humpback whale watching, and refreshing trade winds year-round. Designed with quality craftsmanship and thoughtful attention to detail, this home is truly a chef's dream! The expansive gourmet kitchen features high-end finishes, generous counter space, a walk-in pantry, and a comfortable eat-in dining area, creating the perfect setting for entertaining and everyday living. Rich cherry hardwood flooring flows throughout the living room and bedrooms, while beautiful built-in wood shutters open to sweeping ocean vistas and the dramatic beauty of Lanai across the channel. Step outside onto the spacious covered lanai, where indoor and outdoor living blend seamlessly. A connecting walkway leads directly to the primary bedroom entrance, offering the perfect opportunity to enjoy your morning coffee surrounded by peaceful island scenery or unwind while watching the sun dip below the horizon. The home's versatile lower level offers exceptional possibilities for extended family, guests, or multigenerational living, featuring its own kitchen and living area, a private bedroom, and a full bathroom. Three additional storage rooms provide abundant space for tools, equipment, and personal belongings. Built with enduring quality in mind, the residence showcases a durable tile roof, premium windows and doors, custom woodwork, and numerous thoughtful upgrades throughout. Lovingly maintained over the years, the pride of ownership is evident in every detail. A long concrete driveway provides an impressive approach to the home, while the terraced hillside offers wonderful opportunities for gardening and cultivating your own island landscape. Kawela Plantation is one of Molokai's most sought-after rural communities, offering an extraordinary lifestyle surrounded by natural beauty and open space. Residents enjoy access to over 5,000 acres of shared hiking and hunting lands, a private water system, and a private beachfront park. This is a rare opportunity to own a substantial, quality-built island retreat combining breathtaking ocean views, exceptional craftsmanship, generous living spaces, and the peaceful privacy of two acres in Kawela Plantation. Experience the very best of Molokai living!

370 Onioni Dr, Kaunakakai

Listing courtesy of Molokai Vacation Properties.

Start Your Search

How much is your home worth?

Get instant property value now!